Pyridine → HCID 776579, compound

HRID 1871838Notes

Reaction equation

HRID 1871838 reaction equation
N1C=CC=CC=1.[C:7]([NH2:16])(=[O:15])[C:8]1[C:9](=[CH:11][CH:12]=[CH:13][CH:14]=1)[OH:10].[CH3:17][O:18][C:19]1[CH:27]=[CH:26][C:22]([C:23](Cl)=O)=[CH:21][CH:20]=1.C(O)(C)C>C1(C)C(C)=CC=CC=1>[CH3:17][O:18][C:19]1[CH:27]=[CH:26][C:22]([C:23]2[O:10][C:9]3[CH:11]=[CH:12][CH:13]=[CH:14][C:8]=3[C:7](=[O:15])[N:16]=2)=[CH:21][CH:20]=1

Participants

6

Reactant 4

HCID 1049Pyridine2×HCID 3776IsopropanolHCID 5147SalicylamideHCID 7477p-Anisoyl chloride

Product 1

HCID 776579HCID 776579, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

2.5 ml pyridine is added to a suspension of 0.25 mol salicylamide in 50 ml xylene. While boiling under reflux (water separator) 0.26 mol 4-methoxybenzoyl chloride is added within 3 hours and it is heated to boiling for a further 3 hours under reflux. A further 2.5 ml pyridine is added and it is heated for a further 8 hours. After cooling to room temperature it is poured onto 400 ml isopropanol and suction filtered. The residue is recrystallized from ethylene glycol monomethyl ether.

Workup

  1. additionis added within 3 hours
  2. temperatureit is heated
  3. temperatureunder reflux
  4. temperatureit is heated for a further 8 hours
  5. filtrationfiltered
  6. customThe residue is recrystallized from ethylene glycol monomethyl ether

Sources & evidence

ORD record
ord-35d2839f031948238029342cbcce2123
Source dataset
uspto-grants-2000_08
Patent number
US06107036

Reaction notes

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